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Toremifene citrate salt

Name: Toremifene citrate salt
Brand: SIGMA

≥98% (HPLC)

Synonym(s):

(Z)-2-(4-(4-Chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine, Acapodene, Fareston, GTx 006, Z-Toremifene

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₂₈ClNO · C₆H₈O₇

CAS Number:

89778-27-8

Molecular Weight:

598.08

NACRES:

NA.77

PubChem Substance ID:

329826860

UNSPSC Code:

51111800

MDL number:

MFCD01729016

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

Pricing and availability is not currently available.

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O.CN(C)CCOc1ccc(cc1)C(=C(\CCCl)c2ccccc2)\c3ccccc3

InChI

1S/C26H28ClNO.C6H8O7/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-16H,17-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;

InChI key

IWEQQRMGNVVKQW-OQKDUQJOSA-N

Gene Information

human ... ESR1(2099), ESR2(2100)

Description

General description

Toremifene is a triphenylethylene derivative. It exhibits antitumor and antiestrogen effects. Toremifene has estrogen-agonist effects on blood lipids and endometrium.

Application

Toremifene citrate salt has been used:

in cell-based ELISA
as a positive control to detect its antiviral activity against Ebola virus (EBOV)
to treat MCF7 and T47D breast cancer cell lines[1]

Biochem/physiol Actions

Toremifene citrate is an oral selective estrogen receptor modulator (SERM). It is used in advanced (metastatic) breast cancer and being evaluated for prevention of prostate cancer. Toremifene citrate is known to increase bone mineral density in prostate cancer patients undergoing androgen deprivation therapy†.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Toremifene citrate salt is soluble in DMSO at a concentration that is greater than 10 mg/ml.

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This Item	T9262	SML0996	H7904
Sigma-Aldrich T7204 Toremifene citrate salt	Sigma-Aldrich T9262 Tamoxifen citrate salt	Sigma-Aldrich SML0996 Ospemifene	Sigma-Aldrich H7904 (Z)-4-Hydroxytamoxifen
assay ≥98% (HPLC)	assay ≥99%	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form -	form powder	form powder
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 300
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: >10 mg/mL	solubility methanol: soluble 50 mg/mL, clear, colorless	solubility DMSO: 20 mg/mL, clear	solubility methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)
storage condition desiccated	storage condition -	storage condition -	storage condition desiccated, protect from light